EP1201138A1 - Carotenoid beads - Google Patents

Carotenoid beads Download PDF

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Publication number
EP1201138A1
EP1201138A1 EP01125635A EP01125635A EP1201138A1 EP 1201138 A1 EP1201138 A1 EP 1201138A1 EP 01125635 A EP01125635 A EP 01125635A EP 01125635 A EP01125635 A EP 01125635A EP 1201138 A1 EP1201138 A1 EP 1201138A1
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EP
European Patent Office
Prior art keywords
carotenoid
beads
fatty acid
medium chain
chain fatty
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP01125635A
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German (de)
French (fr)
Inventor
Shin Sadano
Tadamichi Sonoda
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Riken Vitamin Co Ltd
Original Assignee
Riken Vitamin Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Riken Vitamin Co Ltd filed Critical Riken Vitamin Co Ltd
Publication of EP1201138A1 publication Critical patent/EP1201138A1/en
Withdrawn legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/24—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by six-membered non-aromatic rings, e.g. beta-carotene
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/105—Plant extracts, their artificial duplicates or their derivatives
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
    • A23L5/40—Colouring or decolouring of foods
    • A23L5/42—Addition of dyes or pigments, e.g. in combination with optical brighteners
    • A23L5/43—Addition of dyes or pigments, e.g. in combination with optical brighteners using naturally occurring organic dyes or pigments, their artificial duplicates or their derivatives
    • A23L5/44—Addition of dyes or pigments, e.g. in combination with optical brighteners using naturally occurring organic dyes or pigments, their artificial duplicates or their derivatives using carotenoids or xanthophylls
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
    • A61K9/1605—Excipients; Inactive ingredients
    • A61K9/1617—Organic compounds, e.g. phospholipids, fats
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
    • A61K9/1605—Excipients; Inactive ingredients
    • A61K9/1617—Organic compounds, e.g. phospholipids, fats
    • A61K9/1623—Sugars or sugar alcohols, e.g. lactose; Derivatives thereof; Homeopathic globules
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
    • A61K9/1605—Excipients; Inactive ingredients
    • A61K9/1629—Organic macromolecular compounds
    • A61K9/1652—Polysaccharides, e.g. alginate, cellulose derivatives; Cyclodextrin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
    • A61K9/1605—Excipients; Inactive ingredients
    • A61K9/1629—Organic macromolecular compounds
    • A61K9/1658—Proteins, e.g. albumin, gelatin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents
    • A61P39/06—Free radical scavengers or antioxidants
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs

Definitions

  • the present invention relates to multicore type carotenoid beads .
  • it relates to multicore type carotenoid beads prepared by using mixture of water-insoluble carotenoid crystal and medium chain fatty acid triglyceride (MCT) as a core substance.
  • MCT medium chain fatty acid triglyceride
  • Carotenoid is a compound characterized by having many conjugated double bond. It is a generic term of pigment contained in animal fat of plants such as ⁇ -carotene, ⁇ -carotene, lutein, zeaxanthin, capsanthin, lycopene, ⁇ -cryptoxanthin, canthaxanthin and astaxanthin, and has been used since long ago as a yellow to red pigment.
  • carotenoids are insoluble in water and have low solubility to oil and fat. Furthermore, since they have properties very liable to be oxidized, they are produced usually in the state dispersed in vegetable oil for preventing oxidation.
  • the carotenoid when utilizing the carotenoid for the health food and nutrition supplementary food, it is used together with vitamin, mineral, etc. for making a tablet type supplement.
  • the carotenoid since the carotenoid is liable to be oxidized in the state of crystal, when adding it to supplement as it is, it deteriorates for a very short time. Moreover, in the state of being dissolved in vegetable oil, good supplement tablet cannot be obtained.
  • multicore type hard beads obtained by granulating an emulsion/dispersion of carotenoid-containing vegetable oil in aqueous solution of film-forming substance containing gelatin without air permeability as a major component into small granules, and then by drying.
  • the carotenoid used for these hard beads of multicore type is used by dispersing in liquid vegetable oils such as corn oil, rapeseed oil and soybean oil as described above, and the beads are obtained by emulsifying /dispersing this in aqueous solution of film-forming substance containing gelatin as a major component, then granulating and drying.
  • the vegetable oil composition in which carotenoid is dispersed, has high viscosity, hence it is not easy to emulsify/disperse this in aqueous solution containing gelatin as a major component for preparation of hard beads, keeping the size of oil droplets homogeneous and in a stable state, resulting in that the size of oil droplets inside of dried beads is liable to become uneven.
  • the bleeding of oil droplets from portions of coarse oil droplets in beads occurs by the pressure applied on tablet-making, leading to lower quality of supplement as a commodity by causing uneven color or stripes of color on the surface of tablet.
  • the subject of this invention is to prepare multicore carotenoid beads with less bleeding of carotenoid onto the surface of beads on tablet-making.
  • the inventors have found that the subject is cleared up by using a solution or dispersion of carotenoid in medium chain fatty acid triglyceride as core substance, leading to the completion of the invention.
  • the medium chain fatty acid triglyceride to be used in this invention is a triglyceride constituted one or more kinds of fatty acids with number of carbon atoms of 6 to 12 such as caproic acid, caprylic acid, capric acid or lauric acid.
  • the fatty acid constituted of triglyceride is a mixture of caprylic acid and capric acid and it is liquid at ambient temperature.
  • the carotenoids on this invention are water-insoluble carotenoids such as ⁇ -carotene, ⁇ -carotene, lutein, zeaxanthin, capsanthin, lycopene, ⁇ -cryptoxanthin, astaxanthin and canthaxanthin.
  • gelling agents for food use such as gelatin, pectin, casein, alginic acid, ferlacene, agar and jellan gum are used as major components, and polyhydric alcohols such as glycerine, trehalose, sucrose and sorbit, etc. can be formulated to adjust the physical properties.
  • fine carotenoid crystal is dissolved or dispersed in medium chain fatty acid triglyceride and, on the other side, aqueous solution of well-known water-soluble high-molecular substance such as gelatin or pectin is produced as a film-forming substance for the preparation of beads, then both are mixed and the mixture of carotenoid/medium chain fatty acid triglyceride is emulsified/dispersed in the aqueous solution of high-molecular substance by using high-speed homogenizer.
  • aqueous solution of well-known water-soluble high-molecular substance such as gelatin or pectin
  • This dispersion is atomized into cool atmosphere or dispersed into water-insoluble liquid such as vegetable oil through extrusion nozzles to coagulate the water-soluble high-molecular substance solution into the shape of particles.
  • water-insoluble liquid such as vegetable oil
  • extrusion nozzles to coagulate the water-soluble high-molecular substance solution into the shape of particles.
  • the solvent is removed by filtration etc. and further, the solvent adhered to the surface of coagulates is removed by washing with low-boiling point solvent such as ethanol, in which the water-soluble high-molecular substance does not dissolve, then the coagulates are dried to obtain the multicore type beads being the object of the invention.
  • lutein 60 grams of purified lutein, 2.7g of mix tocopherol (Riken E oil 700, from Riken Vitamin Co.) and 28.2g of medium chain fatty acid triglyceride (Actor M-1, from Riken Vitamin Co.) were warmed at 78°C, and lutein was dispersed homogeneously under stirring, using TK homomixer (from Tokushu Kika Kogyo Co.). Dispersion was added into a solution of 80°C containing 120g of gelatin, 60g of granulated sugar and 450g of water mixed, warmed and dissolved beforehand, and the mixture was dispersed homogeneously using TK homomixer.
  • TK homomixer from Tokushu Kika Kogyo Co.
  • the pasty liquid obtained was atomized onto a bed of starch powder under cold condition of about 10°C by using centrifugal nozzles.
  • the granules were dried by fluidized dryer for 2 hours at 30°C and subsequently for 3 hours at 50°C, and then starch was removed by sieving to obtain lutein beads.
  • Example 1 Lutein in Example 1 was replaced with astaxanthin, then astax anthin beads were obtained by treatment similarly to Example 1.
  • Example 1 Lutein in Example 1 was replaced with ⁇ -carotene, then ⁇ -carotene beads were obtained by treatment similarly to Example 1.
  • Example 1 Medium chain fatty acid triglyceride in Example 1 was replaced with rapeseed oil, lutein beads were obtained by treatment similarly to Example 1.
  • Example 1 to 3 and Comparative example were taken on filter paper in petri dish, and kept in 30°C incubator, then the coloring state of filter paper caused by bleeding of carotenoid was observed. While coloring was hardly perceived on each sample of Example 1 to 3, the filter paper of Comparative example colored to yellow, hence dissolving-out of lutein from beads was perceived.
  • beads with less dissolving-out of carotenoid can be obtained, thus allowing to apply preferably to tablet type supplement and to give tablet with excellent quality.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Chemistry (AREA)
  • Epidemiology (AREA)
  • Biophysics (AREA)
  • Nutrition Science (AREA)
  • Polymers & Plastics (AREA)
  • Food Science & Technology (AREA)
  • Molecular Biology (AREA)
  • Botany (AREA)
  • Mycology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biochemistry (AREA)
  • Toxicology (AREA)
  • Medicinal Preparation (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

The subject of the invention is to prepare carotenoid beads with high concentration and with less bleeding. The subject can be accomplished by carotenoid beads which prepared by spraying dispersion added mixture of carotenoid to solution of gelatin, pectin or the like and medium chain fatty acid triglyceride comprised of fatty acid such as caprylic acid, capric acid or lauric acid.

Description

BACKGROUND OF THE INVENTION
The present invention relates to multicore type carotenoid beads . In detail, it relates to multicore type carotenoid beads prepared by using mixture of water-insoluble carotenoid crystal and medium chain fatty acid triglyceride (MCT) as a core substance.
Carotenoid is a compound characterized by having many conjugated double bond. It is a generic term of pigment contained in animal fat of plants such as β-carotene, α-carotene, lutein, zeaxanthin, capsanthin, lycopene, β-cryptoxanthin, canthaxanthin and astaxanthin, and has been used since long ago as a yellow to red pigment.
Moreover, it has been known since long ago that (3-carotene has provitamin A activity. In recent years, not only the provitamin A effect of β-carotene was recognized, but also the antioxidative action in vivo was recognized for whole carotenoid, and further many physiological activities have been recognized in addition to the anticancer and antitumor effects. Therefore, recently it has been noticed as the health food and nutrition supplementary agent.
Most of these carotenoids are insoluble in water and have low solubility to oil and fat. Furthermore, since they have properties very liable to be oxidized, they are produced usually in the state dispersed in vegetable oil for preventing oxidation.
On the other hand, when utilizing the carotenoid for the health food and nutrition supplementary food, it is used together with vitamin, mineral, etc. for making a tablet type supplement. As above-mentioned, since the carotenoid is liable to be oxidized in the state of crystal, when adding it to supplement as it is, it deteriorates for a very short time. Moreover, in the state of being dissolved in vegetable oil, good supplement tablet cannot be obtained.
Therefore, it is used in the shape of multicore type hard beads obtained by granulating an emulsion/dispersion of carotenoid-containing vegetable oil in aqueous solution of film-forming substance containing gelatin without air permeability as a major component into small granules, and then by drying. Depending on the components in supplement, they dislike to be mixed each other in some cases, and it is necessary for beads to withstand the tablet-making pressure and not to cause the destruction of granule or the bleeding of oil component. The carotenoid used for these hard beads of multicore type is used by dispersing in liquid vegetable oils such as corn oil, rapeseed oil and soybean oil as described above, and the beads are obtained by emulsifying /dispersing this in aqueous solution of film-forming substance containing gelatin as a major component, then granulating and drying.
However, the vegetable oil composition, in which carotenoid is dispersed, has high viscosity, hence it is not easy to emulsify/disperse this in aqueous solution containing gelatin as a major component for preparation of hard beads, keeping the size of oil droplets homogeneous and in a stable state, resulting in that the size of oil droplets inside of dried beads is liable to become uneven. When making the tablet of supplement using beads in such state, the bleeding of oil droplets from portions of coarse oil droplets in beads occurs by the pressure applied on tablet-making, leading to lower quality of supplement as a commodity by causing uneven color or stripes of color on the surface of tablet.
SUMMARY OF THE INVENTION
The subject of this invention is to prepare multicore carotenoid beads with less bleeding of carotenoid onto the surface of beads on tablet-making.
As a result of diligent studies to solve said subject, the inventors have found that the subject is cleared up by using a solution or dispersion of carotenoid in medium chain fatty acid triglyceride as core substance, leading to the completion of the invention.
DETAILED DESCRIPTION OF THE INVENTION
The medium chain fatty acid triglyceride to be used in this invention is a triglyceride constituted one or more kinds of fatty acids with number of carbon atoms of 6 to 12 such as caproic acid, caprylic acid, capric acid or lauric acid. Preferably the fatty acid constituted of triglyceride is a mixture of caprylic acid and capric acid and it is liquid at ambient temperature.
The carotenoids on this invention are water-insoluble carotenoids such as β-carotene, α-carotene, lutein, zeaxanthin, capsanthin, lycopene, β-cryptoxanthin, astaxanthin and canthaxanthin.
For the film-forming substances to be used in this invention, gelling agents for food use such as gelatin, pectin, casein, alginic acid, ferlacene, agar and jellan gum are used as major components, and polyhydric alcohols such as glycerine, trehalose, sucrose and sorbit, etc. can be formulated to adjust the physical properties.
For preparing the beads of this invention, fine carotenoid crystal is dissolved or dispersed in medium chain fatty acid triglyceride and, on the other side, aqueous solution of well-known water-soluble high-molecular substance such as gelatin or pectin is produced as a film-forming substance for the preparation of beads, then both are mixed and the mixture of carotenoid/medium chain fatty acid triglyceride is emulsified/dispersed in the aqueous solution of high-molecular substance by using high-speed homogenizer. This dispersion is atomized into cool atmosphere or dispersed into water-insoluble liquid such as vegetable oil through extrusion nozzles to coagulate the water-soluble high-molecular substance solution into the shape of particles. When coagulating in a solvent of water-insoluble liquid, the solvent is removed by filtration etc. and further, the solvent adhered to the surface of coagulates is removed by washing with low-boiling point solvent such as ethanol, in which the water-soluble high-molecular substance does not dissolve, then the coagulates are dried to obtain the multicore type beads being the object of the invention.
In this invention, except that the oil used for dissolving or dispersing the carotenoid is replaced from vegetable oil used hitherto to medium chain fatty acid triglyceride, traditional publicly known method can be used, hence the manufacturing method is not particularly restricted.
In following, the invention will be illustrated based on the examples.
<Example 1>
60 grams of purified lutein, 2.7g of mix tocopherol (Riken E oil 700, from Riken Vitamin Co.) and 28.2g of medium chain fatty acid triglyceride (Actor M-1, from Riken Vitamin Co.) were warmed at 78°C, and lutein was dispersed homogeneously under stirring, using TK homomixer (from Tokushu Kika Kogyo Co.). Dispersion was added into a solution of 80°C containing 120g of gelatin, 60g of granulated sugar and 450g of water mixed, warmed and dissolved beforehand, and the mixture was dispersed homogeneously using TK homomixer. The pasty liquid obtained was atomized onto a bed of starch powder under cold condition of about 10°C by using centrifugal nozzles. The granules were dried by fluidized dryer for 2 hours at 30°C and subsequently for 3 hours at 50°C, and then starch was removed by sieving to obtain lutein beads.
<Example 2>
Lutein in Example 1 was replaced with astaxanthin, then astax anthin beads were obtained by treatment similarly to Example 1.
<Example 3>
Lutein in Example 1 was replaced with β-carotene, then β-carotene beads were obtained by treatment similarly to Example 1.
[Comparative example]
Medium chain fatty acid triglyceride in Example 1 was replaced with rapeseed oil, lutein beads were obtained by treatment similarly to Example 1.
[Preservation test in vessel]
The beads obtained in Examples 1 to 3 and Comparative example were taken on filter paper in petri dish, and kept in 30°C incubator, then the coloring state of filter paper caused by bleeding of carotenoid was observed. While coloring was hardly perceived on each sample of Example 1 to 3, the filter paper of Comparative example colored to yellow, hence dissolving-out of lutein from beads was perceived.
[Tablet-making test]
With respective beads obtained in Examples 1 to 3 and Comparative example, 200mg of bead, 1, 800mg of sorbitol granule and 20mg of sucrose fatty acid ester (DK ester S-20W, from Dai-ichi Kogyo Seiyaku Co.) were mixed and put into a mortar with diameter of 18mm. Mixture was pressed under load of 3 tons per one tablet, and then the bleeding state of carotenoid to each tablet was observed by external appearance.
With the samples of Examples 1 to 3, little bleeding was perceived, and, with the sample of Comparative example, yellow specks or stripe-like bleeding were observed.
In accordance with the method of this invention, beads with less dissolving-out of carotenoid can be obtained, thus allowing to apply preferably to tablet type supplement and to give tablet with excellent quality.

Claims (3)

  1. Multicore type carotenoid beads comprising of mixture being dissolved or dispersed carotenoid in medium chain fatty acid triglyceride as core substances.
  2. The multicore type carotenoid beads defined in claim 1, wherein the medium chain fatty acid triglyceride is constituted by one or more kind of fatty acid selected from fatty acids with number of carbon atoms of 6 to 12.
  3. A method of manufacturing multicore type carotenoid beads comprising the steps of dissolving or dispersing carotenoid in a medium chain fatty acid triglyceride as core substances, adding and dispersing this solution or dispersion to a solution of film-forming substance, and then converting the obtained dispersion to beads.
EP01125635A 2000-10-27 2001-10-26 Carotenoid beads Withdrawn EP1201138A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2000328231 2000-10-27
JP2000328231A JP2002129057A (en) 2000-10-27 2000-10-27 Multicore-type carotenoid beads

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EP1201138A1 true EP1201138A1 (en) 2002-05-02

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US (1) US20020052421A1 (en)
EP (1) EP1201138A1 (en)
JP (1) JP2002129057A (en)
CN (1) CN1351010A (en)
AU (1) AU8143301A (en)
CA (1) CA2360034A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1433387A1 (en) * 2002-12-26 2004-06-30 Adisseo France S.A.S. Solid granules containing carotenoids

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5054940B2 (en) * 2005-07-19 2012-10-24 ロート製薬株式会社 Tablet composition
JP5868631B2 (en) * 2011-08-10 2016-02-24 理研ビタミン株式会社 Paprika dye composition
WO2017170528A1 (en) 2016-03-30 2017-10-05 理研ビタミン株式会社 Carotenoid-containing particles

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH08120187A (en) * 1994-10-26 1996-05-14 Lion Corp Aqueous composition containing carotenoid and beverage containing carotenoid
EP0839458A1 (en) * 1996-11-05 1998-05-06 Riken Vitamin Co., Ltd. Phytosterol compositions and their production
US5980947A (en) * 1990-06-13 1999-11-09 Eisai Co., Ltd. Process for producing drug-containing microspheres by oil-in-water evaporation process

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5980947A (en) * 1990-06-13 1999-11-09 Eisai Co., Ltd. Process for producing drug-containing microspheres by oil-in-water evaporation process
JPH08120187A (en) * 1994-10-26 1996-05-14 Lion Corp Aqueous composition containing carotenoid and beverage containing carotenoid
EP0839458A1 (en) * 1996-11-05 1998-05-06 Riken Vitamin Co., Ltd. Phytosterol compositions and their production

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch Week 199629, Derwent World Patents Index; Class D13, AN 1996-283671, XP002190645 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1433387A1 (en) * 2002-12-26 2004-06-30 Adisseo France S.A.S. Solid granules containing carotenoids
WO2004057980A1 (en) * 2002-12-26 2004-07-15 Adisseo France S.A.S. Homogeneous solid granules containing carotenoids

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AU8143301A (en) 2002-05-02
CN1351010A (en) 2002-05-29
US20020052421A1 (en) 2002-05-02
JP2002129057A (en) 2002-05-09
CA2360034A1 (en) 2002-04-27

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